Why Founders Struggle to Let Go of Failure – And How to Move On

Jun 25, 2025 10:59 am

Failures are the biggest heartbreak that founders can’t move on from.


Business failure is like your first love - impossible to forget, no matter how much time passes


It’s not just a setback - it cuts deep, shaking your confidence, your vision, even your identity.


For many founders, failure feels like a personal rejection, not just a strategic mistake. And because of that, it lingers longer than it should.


But here’s the truth:


The longer you hold onto failure as a heartbreak, the harder it is to grow.


I know this from personal experience - I’ve failed more times than I can count. Each one humbled me, broke me a little, but built something stronger every time


Here’s what I see holding founders back:


🔹 Treating failure like a permanent scar instead of a temporary lesson

🔹 Avoiding risk due to a very low risk appetite kills any chance of a bigger, better future.

🔹 Defining self-worth by bank account bala rather than progress

The mindset shift?


Success is a lousy teacher, failure is a tough teacher but an invaluable teacher on your growth journey.


Because when you stop running from failure, you open space for your next breakthrough.


Founders, what’s one lesson failure taught you that you couldn’t have learned any other way?


Cheers,

Nikhil


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